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MBDB information


1,3-Benzodioxolyl-N-methylbutanamine
Chemical structure
Clinical data
Other namesMethylbenzodioxolylbutanamine; N-Methyl-1,3-benzodioxolylbutanamine; MBDB; 3,4-Methylenedioxy-N-methyl-butanphenamine; MDMB
Legal status
Legal status
  • AU: S9 (Prohibited substance)
  • DE: Anlage I (Authorized scientific use only)
  • UK: Class A
  • US: Schedule I (Positional Isomer of MDEA)
Identifiers
IUPAC name
  • 1-(1,3-Benzodioxol-5-yl)-N-methylbutan-2-amine
CAS Number
  • 135795-90-3 checkY
PubChem CID
  • 124844
ChemSpider
  • 111153
UNII
  • E8HMQ4F9JQ
KEGG
  • C22786
CompTox Dashboard (EPA)
  • DTXSID70894039 Edit this at Wikidata
Chemical and physical data
FormulaC12H17NO2
Molar mass207.273 g·mol−1
3D model (JSmol)
  • Interactive image
Melting point156 °C (313 °F)
SMILES
  • CCC(CC1=CC2=C(C=C1)OCO2)NC
InChI
  • InChI=1S/C12H17NO2/c1-3-10(13-2)6-9-4-5-11-12(7-9)15-8-14-11/h4-5,7,10,13H,3,6,8H2,1-2H3
  • Key:USWVWJSAJAEEHQ-UHFFFAOYSA-N
  (verify)

1,3-Benzodioxolyl-N-methylbutanamine (N-methyl-1,3-benzodioxolylbutanamine, MBDB, 3,4-methylenedioxy-N-methyl-α-ethylphenylethylamine) is an entactogen of the phenethylamine chemical class. It is known by the street names Eden and Methyl-J.[1] MBDB is a ring substituted amphetamine and an analogue of MDMA. Like MDMA, it has a methylene dioxy substitution at the 3 and 4 position on the aromatic ring; this is perhaps the most distinctive feature that structurally define analogues of MDMA, in addition to their unique effects, and as a class they are often referred to as "entactogens" to differentiate between typical psychostimulant amphetamines that (as a general rule) are not ring substituted. MBDB differs from MDMA by having an ethyl group instead of a methyl group attached to the alpha carbon; all other parts are identical. Modification at the alpha carbon is uncommon for substituted amphetamines. It has IC50 values of 784 nM against 5-HT, 7825 nM against dopamine, and 1233 nM against norepinephrine.[citation needed] Its metabolism has been described in scientific literature.[2]

MBDB was first synthesized by pharmacologist and medicinal chemist David E. Nichols[citation needed] and later tested by Alexander Shulgin and described in his book, PiHKAL: A Chemical Love Story. MBDB's dosage, according to PiHKAL, is 180–210 mg; the proper dosage relative to body mass seems unknown. Its duration is 4–6 hours, with noticeable after-effects lasting for 1–3 hours.

MBDB was initially developed as a non-psychedelic entactogen. It has lower effects on the dopamine system in comparison to other entactogens such as MDMA.[citation needed] MBDB causes many mild, MDMA-like effects, in particular the lowering of social barriers and inhibitions, pronounced sense of empathy and compassion, mood lift, and mild euphoria, all of which are present.[citation needed] MBDB tends to produce less euphoria, psychedelia, and stimulation in comparison to MDMA.[citation needed]

  1. ^ "MBDB". Erowid Center.
  2. ^ Lai FY, Erratico C, Kinyua J, Mueller JF, Covaci A, van Nuijs AL (October 2015). "Liquid chromatography-quadrupole time-of-flight mass spectrometry for screening in vitro drug metabolites in humans: investigation on seven phenethylamine-based designer drugs" (PDF). Journal of Pharmaceutical and Biomedical Analysis. 114: 355–75. doi:10.1016/j.jpba.2015.06.016. hdl:10067/1278220151162165141. PMID 26112925.

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3-Benzodioxolyl-N-methylbutanamine (N-methyl-1,3-benzodioxolylbutanamine, MBDB, 3,4-methylenedioxy-N-methyl-α-ethylphenylethylamine) is an entactogen of...

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(September 2000) evaluated MBDB and recommended against scheduling. From the WHO Expert Committee assessment of MBDB: Although MBDB is both structurally and...

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Substituted methylenedioxyphenethylamine

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derivatives of phenylisobutylamine are known, including BDB, MBDB, EBDB, butylone (βk-MBDB), eutylone (βk-EBDB), Ariadne (α-Et-DOM), 4-CAB, and 4-MAB....

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Methamphetamine

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MDMA

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DFMDA

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along with the corresponding fluorinated derivatives of MDMA, MDEA, BDB and MBDB, with the aim of finding a non-neurotoxic drug able to be used as a less...

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Eden

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international educational organization Eden growth model, a bacterial growth concept MBDB, street name Eden, a psychedelic drug VIA Eden, a computer processor family...

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Methylenedioxydimethylamphetamine

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regioisomers related to substituted methylenedioxyphenethylamines: MDEA, MDMMA, and MBDB. J Chromatogr Sci. 2010 Oct;48(9):726-32. doi:10.1093/chromsci/48.9.726 PMID 20875234...

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Pseudoephedrine

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Adderall

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Phencyclidine

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Caffeine

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Mephedrone

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Modafinil

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Lisdexamfetamine

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Amphetamine

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Phentermine

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Psychoactive drug

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